Trusted by over 3,232 guests · Save 15% on platform fees · Secured by Stripe
Pittsburgh is a city rich in history and scenic vistas, making it an ideal destination for travelers looking to settle in for an extended stay. With the winter season upon us, the Monongahela Incline offers breathtaking views of the city as the landscape transforms into a winter wonderland. Whether you’re exploring the vibrant neighborhoods or enjoying cozy cafes, the charm of Pittsburgh shines brightly during this time of year.
This collection is perfect for families seeking a home away from home or professionals in need of a comfortable base for remote work. With long-term stays allowed, you can enjoy the flexibility of a fully-equipped space that feels like your own. Consider finding accommodations with a fireplace to keep warm during chilly evenings, or a spacious kitchen to prepare hearty meals with loved ones. Embrace the opportunity to immerse yourself in Pittsburgh's culture while enjoying the comforts of home.
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
By choosing us, you are securing your dream vacation and contributing to the local economy.
Have a stress-free and enjoyable stay, backed by a 4.2 rating from thousands of guests.
Don't take our word for it - trust the 3232 reviews from our guests.

Tess
Jan 2026
Expert insights on finding and booking long-term vacation rentals in Pittsburgh for a comfortable stay.
When searching for a long-term rental in Pittsburgh, prioritize proximity to public transport and local amenities. Look for properties with flexible lease terms and essential features like in-unit laundry and ample storage. Consider neighborhoods like Squirrel Hill or Lawrenceville, which offer vibrant community life and easy access to downtown.
The ideal time for long-term stays in Pittsburgh is during spring and fall when the weather is mild and the city hosts various festivals. Summer can be humid, while winter brings snow, which might affect your plans. Booking in advance during peak seasons like the Three Rivers Arts Festival in June can ensure you find suitable accommodations.
Long-term rentals provide the comfort of home with more space, a kitchen for cooking, and the ability to settle into a neighborhood. Unlike hotels, they often come with amenities that enhance your stay, such as laundry facilities and outdoor spaces. This option is especially beneficial for families or those looking to immerse themselves in local culture.
A good long-term rental near the Monongahela Incline should offer easy access to public transport and local attractions. Look for properties with spacious living areas and modern amenities to enhance your comfort. Being close to the incline provides stunning views and quick access to Mount Washington’s dining and entertainment options.
When planning a long-term stay in Pittsburgh, consider the local climate and seasonal events that may impact your experience. Familiarize yourself with neighborhoods to find the right fit for your lifestyle. Additionally, understanding lease agreements and local regulations can help ensure a smooth rental experience.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!